EPISODE · May 6, 2026 · 58 MIN
Before You Retire: 5 Things We Wish We'd Done First
from Midlife Circus · host Brent Drever & Rob Espenel
Message the ShowWhat if retirement isn't really just a finance problem? Finance is the part most people plan for. It's the four others — relationships, health, purpose, and adventure — that quietly reshape everything. Rob and Brent walk through all five: test-driving your spending before the leap, inventorying the relationships that will and won't survive, building health habits while you still have structure, giving yourself room to find purpose again, and writing the adventure lists you've been putting off. The episode they wish someone had handed them before they walked out the door.Links, resources, books mentioned:Join the Midlife Circus Community on Substack Follow us: Instagram, LinkedIn, Facebook, YouTubeVisit Episode WebsiteTopics we are covering in this episode:Test-driving your retirement lifestyle before you leaveWhy work relationships disappear overnightBuilding health habits before the paycheck stopsThe identity shift and the case for a real breakWhy adventure lists are a transition plan in disguisePlan Z as the fallback that frees you up
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Message the Show What if retirement isn't really just a finance problem? Finance is the part most people plan for. It's the four others — relationships, health, purpose, and adventure — that quietly reshape everything. Rob and Brent walk through all five: test-driving your spending before the leap, inventorying the relationships that will and won't survive, building health habits while you still have structure, giving yourself room to find purpose again, and writing the adventure lists you've...
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Before You Retire: 5 Things We Wish We'd Done First
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